Multicomponent synthesis of 3,6-dihydro-2H-1,3-thiazine-2-thiones

Molecules. 2012 Feb 8;17(2):1675-85. doi: 10.3390/molecules17021675.

Abstract

Non-fused 3,6-dihydro-2H-1,3-thiazine-2-thiones constitute a so far rather unexplored class of compounds, with the latest report dating back more than two decades. Thiazine-2-thiones contain an endocyclic dithiocarbamate group, which is often found in pesticides, in substrates for radical chemistry and in synthetic intermediates towards thioureas and amidines. We now report the multicomponent reaction (MCR) of in situ-generated 1-azadienes with carbon disulfide. With this reaction, a one-step protocol towards the potentially interesting 3,6-dihydro-2H-1,3-thiazine-2-thiones was established and a small library was synthesized.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Thiazines / chemical synthesis*
  • Thiazines / chemistry
  • Thiones / chemical synthesis*
  • Thiones / chemistry

Substances

  • Thiazines
  • Thiones